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Vacation rentals with a pool in Tobago

Find and book unique homes with a pool on Airbnb

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Popular amenities for Tobago rentals with a pool

House rentals with a pool

A spacious villa features a light-colored exterior with balconies and a green roof. The inviting pool is framed by lounge chairs and has a unique tile accent. Lush tropical plants surround the property, enhancing the natural beauty of the setting.
Home in Signal Hill
4.83 out of 5 average rating, 35 reviews

Villa Mango at Palms resort

JermaineRating, 5 stars12 months ago
Best kept secret in Tobago. We enjoyed our stay here immensely. If you’re looking for the perfect hide away, this is is. Will certainly recommend it & will be returning
Top guest favorite
A vibrant swimming pool is surrounded by lush greenery and natural rock formations. A small waterfall cascades gently into the pool, while a decorative birdcage accentuates the tranquil setting under a clear blue sky.
Home in Scarborough
5 out of 5 average rating, 57 reviews

BACOLET BLISS

NarisaRating, 5 stars1 month ago
Having David & Anna as hosts made our trip more than memorable. They reside in a cottage on property and made themselves readily accessible if we ever needed anything . The house is exactly as featured , and more than conjures up an idealistic Caribbean vacation home . The grounds are lovely and having access to your own enclave of the beach makes it so special. Listening to sounds of nature and the waves crashing at night just lulls you to relax . David & Anna are attentive hosts, always inquiring if all was well . On a separate note, they are also are excellent tour guides, I highly recommend them for that as well . It was so convenient to stay here and utilize their talents as guides. Upon leaving , I forgot an item and they raced back to retrieve it for me while I waited at the airport . These are the kind of wonderful people David and Anna are. I guarantee you will leave Tobago having made new friends .
A modern villa exterior features a vibrant orange façade with white columns supporting a sloped roof. A refreshing pool is centered on the patio, surrounded by a mix of lounge chairs. Large windows provide ample natural light to the inviting covered seating area.
Home in Crown Point
4.79 out of 5 average rating, 38 reviews

Villa Devica | Your Home Away From Home

MiguelRating, 5 stars1 week ago
Confortable and Close to all major points of interest. Very convenient, 3 min drive to Pigeon Point beach and 7 minutes to major supermarket… there is also a Gas Station with a shop selling everything you my need behind the property
Superhost
A modern villa features a serene poolside area with a blue-tiled pool surrounded by a spacious deck. The structure showcases a peaked roof and large windows, contributing to bright, open spaces. Lush greenery and clear skies provide a peaceful backdrop for outdoor relaxation.
Home in Black Rock
4.81 out of 5 average rating, 21 reviews

Miles Away - for lovers of sunsets & sea views

ShaneRating, 5 stars2 weeks ago
My family and I had the most incredible stay at “Miles Away” in Tobago. The house itself is breathtaking, with the perfect blend of modern and boho design. But the highlight of this house was the view. Waking up to the stunning sight of the nature and ocean was something to look forward to. A special shout-out to the host, Luke, who was very responsive and went out of his way to ensure our experience was seamless. I will definitely be rebooking this home for future trips..it was an unforgettable experience! Highly recommend it to anyone looking for a peaceful, tranquil place to stay in Tobago.
Superhost
The two-bedroom guesthouse features a welcoming living area with soft seating and large windows, allowing natural light to fill the space. A dining area with a table and chairs is adjacent to the kitchen, which showcases modern appliances and ample countertop space.
Home in Scarborough
4.84 out of 5 average rating, 49 reviews

Palm Haven - Home away from home

JeaninnRating, 5 stars5 months ago
An enjoyable stay! Dernelle is great! She has been extremely helpful. She created these amazing informative pamphlets that tells you house rules, nearby restaurants, attractions, transportation help, and much more. She’s also a fabulous makeup artist amd will have you looking spectacular for Tobago Carnival! I recommend her home
Superhost
A tranquil plunge pool is visible through large glass doors, surrounded by lush greenery. The scenic view of Englishman’s Bay and the hills in the background offers a peaceful atmosphere, enhancing the connection with nature.
Home in Englishman’s Bay
4.67 out of 5 average rating, 12 reviews

Villa Escalante TBGO Lower Level

LaurentRating, 5 stars1 month ago
My wife and I and our 7yo boy stayed at Donna’s apartment which is modern, functional, spacious and very well appointed. I am 60 yo, very well-travelled having lived on several continents and I can attest that the beach and jungle views from the house rank amongst the finest home views I have ever witnessed. It is the only house in the vicinity of the pristine and untouched Englishman’s bay rainforest and beach and it is very peaceful and truly mesmerising. Donna proved a very proactive and efficient host. We stayed in two other places in Castara and Parlatuvier which were excellent as well but this topped them all. We would have happily stayed quite a while longer than our 4 days. Highly recommended.
A charming blue house is nestled amidst a backdrop of lush greenery and tropical foliage. The structure features a sloping roof, vibrant windows, and a balcony that invites natural light while providing a serene atmosphere. Sunlight filters through the leaves, enhancing the tranquil setting.
Home in Carnbee
5 out of 5 average rating, 3 reviews

Outta de Blue

RaylonRating, 5 stars1 week ago
Amazing getaway from the bustle of life. Not too deep in nature but not too close too the city. Enjoyed how breezy and relaxing the home feels and Mocha(dog) was sure to greet us warmly every time we got back to the house.
Superhost
A shaded pool area features a spacious in-ground pool with calm blue waters, accented by a rock feature. Two lounge chairs are positioned beside the pool, while panoramic sea views and lush greenery surround the space, creating a serene outdoor environment.
Home in Castara
4.8 out of 5 average rating, 25 reviews

The Wood House

GeraldRating, 5 stars3 weeks ago
Absolutely loved our stay. This is a beautiful house that opens to the outdoors. We left the doors wide open for 2 weeks. Bugs found their way in but were never annoying. No mosquitos! Englishman's Bay and Castara provided all the beach amenities we wanted. We spent most days on Castara beach. Restaurants, groceries, fresh fish, beach chairs, umbrellas, bar and restrooms were all available. Highly recommend going left when you step on to Castara beach. Baba will set you up with loungers, umbrellas, excursions and eating suggestions. He is right near the Dirt Oven with fresh bread on Thursdays and Saturdays. He also arranged for a boat and took us to remote snorkel areas. If you love open air living, stunning views and relaxing days at the beach, this house is for you.

Condo rentals with a pool

Guest favorite
A shared pool is set within a stone-paved area, surrounded by lush greenery and neatly maintained landscaping. Nearby, multiple two-story buildings are visible, creating an inviting atmosphere. The sky features a mix of clouds and blue, adding to the serene environment.
Condo in Buccoo
4.9 out of 5 average rating, 49 reviews

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

AdinaRating, 5 stars1 month ago
Neals home was an absolute pleasure to stay in. The photos look exactly like the photos but bigger, the space is massive and has plenty of room for a family to stay. He is extremely responsive & pleasant. I would highly recommend this location to anyone and cant wait to book again.
Superhost
A tranquil swimming pool is framed by a clean grey deck, surrounded by the building and outdoor space. The clear blue water reflects the evening sky, and a short staircase leads into the pool area, providing an inviting space for relaxation.
Condo in Western Tobago
3.67 out of 5 average rating, 3 reviews

Beach house condo 2 bedroom home awaits with pool

KirkRating, 5 stars32 months ago
Great place to stay. Location very good. I would recommend here to all my friends. We had such a wonderful time and the caretaker was very accommodating to our needs.
An aerial view of a sparkling blue swimming pool is surrounded by a tiled deck. Four lounge chairs are positioned at each end of the pool, with two round tables nearby. The bright green grass provides a vibrant contrast to the pool area.
Condo in Lowlands
4.5 out of 5 average rating, 8 reviews

Villa Reina Tobago Plantations. Pool, Golf, Ocean

KareemaRating, 5 stars12 months ago
Comfortable and safe. Great location if staying with young kids. Will definitely book again.
Top guest favorite
A modern living area features a comfortable blue sofa arranged beside a minimalist white media unit with a television. Natural light enters through sheer curtains, complementing an indoor plant placed on a dining table adorned with decorative plates and a small centerpiece.
Condo in Tobago
5 out of 5 average rating, 23 reviews

Sapphire-Vibrant & relaxing Buccoo condo

DanielaRating, 5 stars3 months ago
Amazing condo beautifully furnished. All you need for your stay is provided! The host was very friendly and always responsive. Close to all beaches and restaurants,but still in a calm nice area. We recommande this place a 100%.
A large shared pool is surrounded by wooden decking and grass. The water is clear and reflects the sky above, featuring a wooden trellis structure along one side. Multiple multi-story buildings are visible in the background, highlighting a spacious outdoor area.
Condo in Buccoo
5 out of 5 average rating, 3 reviews

2 Bedrooms, 2 Bathrooms, with Pool in Buccoo

CelesteRating, 5 stars4 days ago
This place is a beauty, well appointed, clean and in a safe environment with 24/7 security. The host Ishani is very responsive, helpful and thoughtful. Food places right outside the compound and the lovely Buccoo beach is a brief 5 min drive away. My family and I had a wonderful stay!
A private pool features clear blue water, surrounded by stone walls. A small water feature creates gentle ripples. In one corner, a bright blue chair offers a place to relax. The area is well lit by natural sunlight, highlighting the clean lines of the design.
Condo in Lowlands
4.6 out of 5 average rating, 10 reviews

Private Saltwater Pool Lovely 2 bedroom Suite

AmirahRating, 5 stars2 weeks ago
Our stay at Sharlene's place was extremely pleasant. While the space is not sprawling, it is thoughtfully laid out and possesses all the amenities one could need for a short Tobago trip. The space is serene and private and was extremely clean and inviting. Host is helpful and responsive. Would definitely consider staying here again.
A serene swimming pool is highlighted in vibrant blue, surrounded by tropical landscaping. The well-maintained property features a three-story structure in the background, with lush palm trees gracefully framing the scene. Sunlight dances on the water's surface, enhancing the tranquil atmosphere.
Condo in Black Rock
4.76 out of 5 average rating, 25 reviews

Oceanfront Escape Stunning views Steps to the sand

DanielleRating, 5 stars4 days ago
Stunning location on one of the most beautiful beaches. Nice calm water on the bay side, and fun waves on the other end of beach. Gorgeous sunset! Beach was also great for running or walks! The place was immaculate, 3 spacious bedrooms and 3 full bathrooms/showers. A very large master bedroom with views of the sea! Gorgeous all around, cannot wait to go back!
A two-story villa is prominently featured with a spacious terrace, overlooking a private plunge pool. Sunbathing chairs are positioned around the pool, while lush greenery provides a natural backdrop. The structure showcases multiple columns and a covered balcony, enhancing the open-air feel.
Condo in TT
4.47 out of 5 average rating, 17 reviews

Golf View Villa 41B (Upper Level)

MarshaRating, 5 stars16 months ago
Beautiful location private yet accessible to all facilities, reataurants, beaches etc. A vehicle is required.

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